Simsbury CT Historical Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ 24206800 MLS

Welcome to 8 Canton Road! A truly unique New England reproduction colonial built on the site of a former farm in 1953 by historian Edgar Brown of Simsbury in collaboration with architect John Berle. Set on a beautiful and private 0.55-acre lot in sought-after West Simsbury, this charming reproduction Colonial offers the perfect blend of comfort and tranquility. Inside, the home offers 3 bedrooms, 1.5 baths, inviting living space with a fireplace, and a full basement renovated to create an authentic Colonial tavern with bar. A special highlight of the property is the expansive backyard oasis, featuring a spacious deck overlooking serene, tree-lined grounds ideal for outdoor entertaining, gardening, or peaceful relaxation. Located just minutes from Simsbury Center, shopping, dining, and commuter routes, this home presents a rare opportunity to enjoy a private retreat in a premier location.

8 Canton Rd, Simsbury

$615,000

4 Beds ⋅ 3 Baths ⋅ 24197300 MLS

INSPIRED! Over $400,00 in thoughtful renovations that seamlessly combine high end craftsmanship, exceptional functionality and endless charm! Beautifully reimagined with premium finishes and an airy light touch tailored for effortless daily living! Walls came down, windows/doors/floors replaced/refinished, custom millwork and trim added! Kitchen, baths, HVAC, roof, electrical, garage floor, driveway all new or newer! At the heart of the home, the impressive chef's kitchen shines with stunning custom cabinetry, Sub-Zero refrigerator, 6 burner Wolf range and a gracious center island. The expansive breakfast bar flows into the light filled great room with fireplace, window seat and wall of sliders overlooking a large bluestone patio! Off the kitchen is a delightful, sunlit dining room that offers gracious entertaining space! Even the powder room feels special in this home! A true sanctuary, the hard to come by 1st floor primary suite includes a tranquil remodeled full bath and double french doors opening to the peaceful, private yard. Upstairs are 3 lovely bedrooms with built ins, hardwood floors plus a completely renovated full bath and cedar closet! The 2 room finished basement is a perfect place for family and friends to watch movies with surround sound, play and/or just hang out! Enjoy the completely private yard with plenty of space to plant and play plus winter sunset views! Located in the Latimer Lane district at the southern end of award winning Simsbury, CT!

23 Hildurcrest Dr, Simsbury

$625,000

4 Beds ⋅ 4 Baths ⋅ 24206866 MLS

Tucked onto nearly 2 acres in Simsbury, this spacious Cape offers approximately 3,689 sq. ft. of finished living space, including 2,689 sq. ft. above grade plus approximately 1,000 sq. ft. in the finished walk-out lower level. The flexible layout gives everyone room to spread out, gather and make the home their own. Picture quiet mornings with coffee in the sunroom, holidays and dinners shared with family and friends, and cool evenings curled up beside one of three fireplaces found in the living room, family room and den. Hardwood floors add warmth throughout much of the home, while multiple living areas allow rooms to evolve along with your needs. Four bedrooms include one in the finished lower level, creating privacy for guests or extended family. Outside, the nearly 2-acre setting offers space and privacy while remaining convenient to Simsbury shopping, dining, recreation and everyday amenities. A home with character, room to grow and possibilities that are hard to find.

16 Oakhurst Rd, Simsbury

$359,900

2 Beds ⋅ 2 Baths ⋅ 24204262 MLS

What a GEM! This West Simsbury cutie will win your heart over the moment you set foot inside. If you've been dreaming of Autumn in New England, there is no better place to experience it than right here in Simsbury! Imagine crisp fall mornings heading out to local favorites like Flamig Farm for hayrides, picking fresh pumpkins and apples at The Pickin' Patch, or enjoying wine tastings and corn mazes at Rosedale Farm & Vineyard-all less than 5 miles from your front door. Take in breathtaking autumn foliage views from the top of Heublein Tower at Talcott Mountain State Park, grab a craft brew at Talcott Mountain Collective, or enjoy leaf-peeping along neighborhood strolls on your quiet corner lot. Inside, the home offers a bright and turn-key layout with an updated kitchen flowing into the dining area and a spacious living room featuring a cozy wood-burning fireplace and built-in shelving-perfect for warming up on chilly fall evenings. The brilliant rear flex-room addition offers endless versatility as a family hang-out space, home office, or guest room. Complete with updated full baths, new roof in 2025, main-level laundry, and a private backyard patio, this charming home packs a punch!

170 W Mountain Rd, Simsbury

$525,000

3 Beds ⋅ 3 Baths ⋅ 24206680 MLS

Fabulous Mountain Farms neighborhood ~ Charming Cape Cod style home ready for you to move right in! Set on a beautiful park-like lot, this 3 bedroom home offers an open floor plan, hardwood floors upstairs and down, neutral colors. You are welcomed in to the front of the house with a large living room with fireplace and a formal dining room. The back of the house is all open with an updated white kitchen with pretty wood counters, stainless steel appliances including a natural gas range, a breakfast bar and open to the eating area and family room with a brick walled fireplace and door to the back deck and yard; also included is a 1st floor laundry room & 1/2 bath. All 3 very generously sized bedrooms and two more full baths are located on the 2nd floor, with a walk-in closet in the primary bedroom. A partially finished lower level adds 506 sqft of living space. In addition, the awninged deck, expansive, beautiful yard and fabulous neighborhood with walking trails make this home a true gem! The sale is subject to Probate approval.

22 Chestnut Hill Rd, Simsbury

$625,000

4 Beds ⋅ 4 Baths ⋅ 24206079 MLS

Your woodland hideaway awaits! Tucked along a peaceful cul-de-sac in a desirable Simsbury location, part of the sought-after Squadron Line Elementary district, 15 Sanctuary Drive offers a wonderful blend of privacy, natural beauty and convenience. Set on a level, wooded 1.1-acre lot, this inviting Colonial features 4 bedrooms, 3.1 baths and a thoughtfully designed layout for both everyday living and entertaining. The main level welcomes you with spacious living and dining rooms, an eat-in kitchen and convenient 1st-floor laundry. The kitchen flows naturally into the expansive family room with refinished floors. With 3 fireplaces throughout, there is no shortage of inviting places to relax. The private primary suite offers a sitting room/office, ensuite bath with jetted tub and double vanity, and custom walk-in closet. A partially finished walk-out lower level provides space for recreation, hobbies, a home office or guests. Outside, the deck overlooks the peaceful wooded setting, creating a wonderful spot for morning coffee or evening gatherings. Central air adds year-round comfort. Recent improvements include a new oil tank and refinished primary bedroom & family room floors (2026). Close to McLean Game Refuge trails, parks, recreation, dining and Simsbury's charming town center, with Bradley International Airport approximately 15 minutes away. Private, peaceful and wonderfully connected, 15 Sanctuary Drive is a special place to call home!

15 Sanctuary Dr, Simsbury

$399,900

4 Beds ⋅ 2 Baths ⋅ 24205043 MLS

Welcome to Simsbury! This spacious 4-bedroom, 2-full-bath Cape offers a wonderful blend of charm, comfort, and opportunity in one of the Farmington Valley's most sought-after communities. With many of the major improvements already completed, including central air in 2025, a new boiler in 2026, hot water heater in 2020, and septic system in 2016, the home is ready for its next owner to add their own personal style. Inside, hardwood floors add warmth throughout, while the inviting living room features a wood-burning fireplace perfect for cozy New England evenings. The large eat-in kitchen provides plenty of space for everyday meals and casual gatherings, and the heated mudroom offers built-in storage, a doggy door, and convenient access to both the front and backyard. Outside, the fully fenced backyard offers privacy and space for pets, play, or gardening, along with a patio for grilling and outdoor dining and a firepit for relaxing evenings under the stars. Two oil tanks add the convenience of extra fuel storage. With generous living space, solid updates, and just a few cosmetic touches needed to make it your own, this Simsbury Cape is full of potential and ready to welcome its next chapter.

121 Hartford Rd, Simsbury

$640,000

4 Beds ⋅ 3 Baths ⋅ 24203785 MLS

Fox Den neighborhood * Hop Brook setting * Private 0.92-acre lot * 3-car garage * Refinished hardwoods * 3 wood-burning fireplaces *Generator * Public water * Set in the sought-after Fox Den neighborhood, this striking 4-bedroom Colonial offers a rare combination of character, craftsmanship, & a beautiful natural setting. Lovingly maintained by the same owners since 1986, 10 Shady Ln is tucked on a private lot where a shallow stretch of Hop Brook winds through the backyard. Two Adirondack chairs sit beside the brook, creating a peaceful spot to listen to the water, watch for fish, & enjoy this natural feature. Inside, newly refinished hardwood floors complement gorgeous custom woodwork throughout, while the spacious living room and large family room each feature a wood-burning fireplace. The family room, located just off the kitchen, showcases beautiful beams & built-ins, overlooks both the front & backyard, and opens to a large rear deck. The neutral, partially updated kitchen connects naturally to the dining room and family room, while a first-floor half bath completes the main level. Upstairs, the primary bedroom offers his-and-her closets and a private full bath, joined by three additional bedrooms and another full bath. All three chimneys were recently professionally cleaned & substantially updated. This distinctive property pairs classic Colonial architecture & exceptional woodwork with a private brookside setting in one of West Simsbury's established neighborhoods.

10 Shady Ln, Simsbury

$459,000

3 Beds ⋅ 2 Baths ⋅ 24205368 MLS

Welcome home to this charming 3-bedroom, 2-bath Cape nestled in a quiet neighborhood. Just a short walk to Latimer Lane School and the town's Rails-to-Trails bike path, this home offers a wonderful combination of neighborhood living, convenience and thoughtful updates. Step inside to a welcoming floor plan with plenty of space to gather. The updated kitchen makes meal prep a pleasure and flows easily to the dining room. A comfortable living room features a cozy gas fireplace, while the former three-season porch has been thoughtfully converted into a family room-creating even more space for relaxing and entertaining. An office with a closet and a full bath complete the main level, offering flexibility for today's lifestyle. Three bedrooms, including a spacious primary bedroom with a walk-in closet, along with a second full bath complete the upper level. The refreshed finished basement provides additional space for recreation, hobbies, a home gym or whatever suits your needs. Outside, enjoy a level yard, newer patio and walkways-perfect for outdoor dining, play or simply unwinding at the end of the day. Many updates have been made for you including a newer roof, furnace and hot water heater (see feature sheet for complete list). Simsbury is an award-winning community with highly rated schools, restaurants, shops and recreation. 2 hours from Boston and NYC. 15 minutes from Bradley International Airport. Don't miss this home!

10 Colonial Dr, Simsbury

$550,000

4 Beds ⋅ 3 Baths ⋅ 24204218 MLS

Set in the sought-after Mountain Farms neighborhood of West Simsbury, this well maintained Raised Ranch offers a versatile layout, abundant natural light, and space to live, gather, and entertain. With 4 bedrooms & 3 full baths, the home offers flexibility across two finished levels. The main level features a bright living room flowing into the dining area and spacious kitchen with floor-to-ceiling cabinetry, breakfast bar & bay window. Off the kitchen, the inviting family room features a vaulted ceiling and French doors leading to the composite deck, ideal for relaxing or entertaining. Four generously sized bedrooms include a primary suite with en suite full bath. The finished lower level adds a bedroom, full bath, laundry area -perfect for extended living, a home office, gym, or recreation room. An additional area offers potential for a future kitchenette and an in-law-style or au-pair setup. The under-house two-car garage is accessible from this level. Recent improvements include new gas furnace & central air (2025 & 2026), new roof & solar(2024), new washer and dryer, updated water supply hoses and shutoff valve, garbage disposal, two exterior doors, and updated trim. A part of Tootin Hills Elementary, a fabulous yard & minutres from Simsbury's town center, shopping, dining, parks & recreation, nearby Stratton Brook State Park, Talcott Mountain State Park, Simsbury Meadows, and the Farmington Canal Heritage Trail, this home offers flexible living in an A+ neighborhood

7 Banbury Dr, Simsbury

$549,000

3 Beds ⋅ 2 Baths ⋅ 24204500 MLS

Get ready to fall in love with this beautifully updated and charming farmhouse, nestled on a desirable cul-de-sac in Simsbury! Built in 1883, this exceptional 3-bedroom home perfectly blends timeless period character, with modern updates, perfect for today's buyers. The spacious eat-in kitchen is the heart of the home, featuring a center island, abundant cabinetry and counter space, and a generous dining area. A cozy den just off the kitchen offers a comfortable space to relax, while the adjoining dining room provides an ideal flow for entertaining. The inviting living room showcases beautiful hardwood floors and a wood-burning fireplace, creating a warm and welcoming gathering space. A beautifully updated full bathroom completes the first floor. Upstairs, there are 3 spacious bedrooms along with a versatile bonus room. Perfect for a family room, home office, or playroom, with lovely views overlooking the backyard. Numerous updates include; thermopane windows, a newer roof (2019), a new septic system (2020), and central air that has been recently serviced. A three-car garage and attic add wonderful convenience and storage. Ideally located in one of Simsbury's most desirable areas, this home is close to hiking trails, award-winning schools, local restaurants, golf, and the ever-popular Tulmeadow Farm, famous for its delicious homemade ice cream. A truly special home where historic charm meets modern comfort - come see for yourself and prepare to fall in love.

57 Westledge Rd, Simsbury

$350,000

2 Beds ⋅ 2 Baths ⋅ 24204429 MLS

Fall in love with this charming Cape, where warm hardwood floors, timeless character, and thoughtful updates come together to create a home that feels instantly welcoming. The front-to-back living room is anchored by a cozy fireplace and opens to an enclosed side porch, while sliders invite you outside to a brand-new deck, covered patio, and backyard-perfect for morning coffee, summer gatherings, or quiet evenings under the stars. The dining room and kitchen have been opened up, creating a bright and inviting space for everyday living and entertaining. The original attached garage has been thoughtfully converted into flexible living space with a separate entrance, ideal for a home office, gym, playroom, or bonus room. Upstairs, two generously sized bedrooms and a beautifully updated full bath offer a peaceful retreat. Set on more than one-third of an acre, the property also features a detached one-car garage, shed, natural gas heat, central air, and a newer roof. Nestled beside Weatogue Park and just minutes from Bloomfield, Avon, and Simsbury Center-as well as an abundance of restaurants, coffee shops, and grocery stores-this special home blends charm, comfort, and convenience, with wonderful potential for an owner-occupant or investor.

283 Hopmeadow St, Simsbury

$239,999

2 Beds ⋅ 2 Baths ⋅ 24203569 MLS ⋅ Heritage Glen BLDG.

Move-in ready end-unit townhouse nestled in a peaceful, wooded setting at the top of Heritage Glen! Enjoy a cozy fireplace, dining area with window seat, and sliders leading to a private composite deck. The upper level features two spacious bedrooms, including a primary bedroom with two closets and a private balcony offering beautiful views of Talcott Mountain. A beautifully remodeled full bath and convenient laundry area complete the upper level. The detached garage offers additional storage. Recent updates include roof, HVAC/air conditioner, washer and dryer. Enjoy community amenities including a pool and clubhouse, all just minutes from shopping, dining, the library, and downtown Simsbury. Condo fees include exterior maintenance, snow and trash removal, pool, clubhouse, and basic cable.

129 Library Ln Unit 129, Simsbury

$599,900

4 Beds ⋅ 3 Baths ⋅ 24202790 MLS

Move right into this inviting 4-bedroom Colonial, ideally located on a quiet cul-de-sac in Simsbury's desirable Musket Trail neighborhood. Enjoy a walkable lifestyle with local schools, Simsbury Center, and the Rails-to-Trails bike path are all within walking distance. Recent improvements include all-new Renewal by Andersen windows and exterior doors, new central air conditioning, new combination boiler with public natural gas, professional interior painting in every room, and freshly refinished hardwood floors throughout. Public water and sewer add even more convenience and contribute to the low maintenance of this home. The updated eat-in kitchen is complemented by a formal dining room and two spacious living areas, each with its own fireplace, offer warm and welcoming spaces to gather. A partially finished lower level offers flexible space for a home office, recreation room, or fitness area. Step outside to the deck overlooking the private backyard, perfect for entertaining or relaxing at the end of the day. Enjoy easy access to Simsbury's restaurants, shops, library, Performing Arts Center, Hartford, and Bradley International Airport. With extensive updates, a sought-after neighborhood, and an exceptional location, this is a home you won't want to miss-schedule your showing today!

21 Musket Trl, Simsbury

$429,900

4 Beds ⋅ 3 Baths ⋅ 24203176 MLS

Welcome to 5 Parsons Drive in desirable Simsbury, CT! This inviting home offers comfortable living with thoughtful updates throughout. The updated kitchen provides a fresh space for cooking and gathering, while the beautifully updated bathrooms add style and convenience. Step outside and enjoy the privacy and versatility of the fully fenced-in backyard, perfect for outdoor entertaining, gardening, recreation, or simply relaxing. The home's location is another standout feature, with walking-distance access to a local park, bike path, and Latimer Lane School, making it especially convenient for enjoying the outdoors and nearby community amenities. With its combination of updates, outdoor space, and a convenient location, 5 Parsons Drive is a wonderful opportunity to make a home in the heart of Simsbury. The basement has had asbestos professionally mitigated and tested (8/2026).

5 Parsons Dr, Simsbury

$270,000

3 Beds ⋅ 1 Baths ⋅ 24202483 MLS

So much potential in this adorable ranch! Looking for single floor living and want to create your dream space? Here is your opportunity. Refinish the hardwood, design your kitchen and bath and move in! With a bit of energy and imagination, this could become a wonderful home for its next owner. Three bedrooms, one bath and a fireplaced living room.

26 Fernwood Dr, Simsbury

$399,900

3 Beds ⋅ 2 Baths ⋅ 24172670 MLS

Beautifully situated on a lovely, .64 acre lot in a wonderful neighborhood, this three bedroom and two full bath Ranch home offers the ultimate combination of one-level living and a great location. Hardwood flooring and a wood-burning fireplace in the living room create an inviting warmth while a large picture window fills the space with natural light. Stunningly remodeled, the kitchen combines style and functionality with stainless steel appliances, hardwood flooring, a subway tile backsplash, crisp white cabinetry and undermount lighting. The spacious, 13' x 20' family room has recessed lighting and provides a wonderful and welcoming atmosphere for everyday living and entertaining your guests. Three main level bedrooms feature hardwood flooring and have been freshly painted, creating bright and welcoming retreats. Two full bathrooms complete the main level. Outside, the deck and the surrounding beauty of nature provide an idyllic and peaceful backdrop for relaxation or summer barbecues and outdoor enjoyment. This home is conveniently located near many popular local attractions and outdoor recreation venues including Talcott Mountain and Penwood State Parks, as well as a remarkable variety of dining and shopping destinations. There is tremendous value in the brand new septic system, newer boiler, new deck, thermal pane windows, 7' x 10' mudroom, 200 amp electrical service, a walk-out lower level and garden shed with a covered porch. Come on...Let's take a look inside!

52 Fernwood Dr, Simsbury

$479,000

3 Beds ⋅ 2 Baths ⋅ 24199110 MLS

Welcome to 12 Walker Dr., an inviting 3/bed, 2/full bath split level home conveniently located near downtown Simsbury. A charming koi pond welcomes you at the front door, setting the tone for the warmth & character found throughout. The combination LR/DR is warm & inviting w/a wood burning fireplace & a skylight that brings in beautiful natural light. The updated kitchen features white cabinets, SS appliances, tile floors, granite counters, a spacious dining area, & a sliding door leading to a tiered deck, creating an easy flow for indoor/outdoor living. Step outside to enjoy summer fun in the private backyard, where lush plantings, an above ground pool, & plenty of space for entertaining create the perfect setting for relaxing or al fresco dining. Upstairs, two BR's feature HW floors & share a full bath, while the primary BR suite offers HW floors, a skylight, walk-in closet, & updated private bath w/shower. The LL provides a flexible den/office that could also be used as a fourth bedroom, along w/laundry, a utility sink, & a sliding door leading to the backyard. A shed offers wonderful versatility for a workshop, hobbies, gardening, or extra storage. The partially finished basement offers flexible space and plenty of storage. Town water & sewer, interior of house freshly painted, HW floors under the living/dining room carpet, newer oil tank & Hot water heater. Simsbury is home to a vibrant downtown, town & state parks, rail to trails, & award winning restaurants.

12 Walker Dr, Simsbury

$585,000

5 Beds ⋅ 3 Baths ⋅ 24198047 MLS

A rare opportunity to own a distinctive two-family home combining Simsbury history, comfortable living, income potential, and an exceptional natural setting along Stratton Brook. Tucked away at the end of a quiet residential street yet remarkably convenient to the heart of Simsbury, 22-24 Woodland Street offers the privacy of a neighborhood setting with easy access to the shops, restaurants, library, recreation, trails, and the amenities of Simsbury Center. An original Ensign-Bickford home, the property is part of an important chapter in Simsbury's history. Ensign-Bickford constructed housing in this area for its employees as the company and surrounding community grew, and Woodland Street remains a tangible connection to the town's industrial heritage. Today, the property offers something equally compelling: two comfortable and distinct residences under one roof. Unit 22 features 3 bedrooms and 2 full baths, while Unit 24 offers 2 bedrooms and 1 full bath, providing a total of 5 bedrooms and 3 full baths. The units offer comfortable living spaces and kitchens with appliances, allowing each residence to function as a complete and independent home. Basement space provides additional utility and storage, including laundry facilities for each unit, while tankless hot-water systems enhance the property's functionality, and gas heat and hot water keep the utilities affordable. The versatility is outstanding.

22-24 Woodland St, Simsbury

$799,000

4 Beds ⋅ 3 Baths ⋅ 24201605 MLS

One of the most admired homes along the Westledge ridgeline! This exceptional Colonial offers sweeping easterly vistas of the Farmington Valley and spectacular sunrises. Set amid beautifully landscaped grounds framed by stone walls, specimen plantings, and a charming flowering pergola, the property creates a private and tranquil oasis complete with a heated in-ground pool & studio/garden barn. Thoughtfully updated and enhanced since 2006, this four-bedroom home is truly move-in ready, blending timeless architectural character w/sophisticated, designer-inspired interiors. The remodeled chef's kitchen opens to a welcoming family room addition with soaring ceiling, while a warm & inviting den provides a comfortable retreat. Formal living and dining rooms are perfectly suited for entertaining, featuring French doors, custom wainscoting, a fireplace, & handsome built-ins. The luxurious primary suite is a standout, with volume ceilings, skylights ideal for stargazing, and spa-like bath featuring heated floors, marble sinks, walk-in shower. 3 additional bedrooms share an updated full bath. The lower level offers potential for future expansion, with an additional fireplace and private sauna already in place. Outside, the professionally designed grounds, pool, and garden studio create an extraordinary setting for relaxation & entertaining. A truly special country home offering privacy, beauty, views, and refined comfort in one remarkable setting. Most of the furniture may be included.

187 Westledge Rd, Simsbury

$499,900

4 Beds ⋅ 3 Baths ⋅ 24200162 MLS

Welcome to 49 Farmstead Lane, a 4-bedroom, 2.5-bath home set on .92 acres in an established West Simsbury neighborhood, where quiet residential streets lead to peaceful cul-de-sacs. Inside, recently refinished hardwood floors add warmth and character, while the thoughtfully designed floor plan offers an easy, comfortable flow throughout the home. Living spaces are well connected for everyday life and entertaining, with plenty of room to gather while still offering separate spaces when a little privacy is desired. A light-filled sunroom brings the outdoors in, providing a wonderful place to enjoy morning coffee, unwind at the end of the day, or take in the changing seasons. Outside, the nearly one-acre property provides plenty of room to relax, play, garden, or simply enjoy the peaceful surroundings. Located in desirable West Simsbury with highly regarded schools and convenient access to recreation, shopping, dining, and all that the Farmington Valley has to offer.

49 Farmstead Ln, Simsbury

$560,000

3 Beds ⋅ 4 Baths ⋅ 24199955 MLS

Welcome home to this charming Dutch Gabriel colonial, ideally situated in a highly desirable central Simsbury neighborhood. Offering 3 bedrooms, 2 full and 2 half baths, this inviting home features a flexible floor plan and beautiful hardwood floors throughout. The heart of the home is the eat-in kitchen, complete with built-ins, a wood-burning fireplace - a wonderful gathering space for everyday living and entertaining. A three season sunroom overlooks the deck, hot tub and beautifully designed paver patio, creating a private retreat for relaxing or entertaining. The first floor also features a formal dining room, spacious living room with gas fireplace and a convenient half bath. Upstairs, three bedrooms include a luxurious primary suite with a well appointed full bath, walk-in closet and versatile bonus room, ideal for a home office, gym or nursery. The finished lower level offers even more living space, with the flexible recreation/game room or home office, second gas fireplace, half bath, and laundry room with new washer and dryer. Additional highlights include energy efficient mini-splits, EV charging hookup in the attached garage, and attached shed, irrigation system and private backyard with a fenced dog run and electric fence. Ideally located just minutes from Central Elementary School and Henry James Memorial School, this exceptional home offers comfort, versatility and convenience in one of Simsbury's most desirable neighborhoods.

14 Richard Rd, Simsbury

$350,000

4 Beds ⋅ 2 Baths ⋅ 24200575 MLS

Best and Final Offers due August 25 at noon! Welcome home! This lovely four bedroom is a rare find in this beautiful neighborhood in Simsbury. It has a fifth room attached to one of the bedrooms on the main level. Use it as an extra bedroom, office, nursery, craft room- you name it! It offers one large family room, mudroom, eating space, equipped with a laundry closet as well as a separate space off the kitchen that could be used as a dining room or living room. The Kitchen offers eat-in space at the island, as well. Located in the Squadron Line Elementary school district, this home is set on a spacious corner lot. It is just a few minutes from the center of town, but also close to nearby farms, hiking, rails to trails, etc. Town sewer is available.

23 Chriswell Dr, Simsbury

$325,000

2 Beds ⋅ 2 Baths ⋅ 24200132 MLS ⋅ Heritage Glen BLDG.

Welcome home to 4 Carriage Drive, ranch living in one of the most desirable community of Simsbury! One of the largest living spaces that The Heritage Glen has to offer. This beautifully updated end unit condo has been thoughtfully renovated from top to bottom, allowing you to simply unpack and enjoy. Featuring a stunning renovated kitchen, new flooring throughout, updated electrical, and new plumbing, every detail has been designed with modern living in mind. Whether you're enjoying your morning coffee in the bright and inviting living space or entertaining friends and family in the updated kitchen, you'll appreciate the comfort and quality found throughout. Located in the heart of Simsbury, you'll love being just minutes from local shops, restaurants, parks, hiking and biking trails, golf courses, and all the conveniences the Farmington Valley has to offer. A truly move-in-ready home in an exceptional location! Minutes away from Talcott mountain state park. Enjoy the beautiful views Connecticut has to offer at your convenience.

4 Carriage Dr Unit 4, Simsbury

$489,900

4 Beds ⋅ 3 Baths ⋅ 24200046 MLS

Set on just under an acre, 8 Lionel Drive is nestled in a desirable Simsbury neighborhood and ready for new owners! This four-bedroom, two-and-a-half-bath home has enough room for everyone offering 2,387 square feet of comfortable living space complete with a formal living room on the main level and a family room/den on the ground level. Move right in! Hardwood floors that run throughout much of the home, fresh interior paint and a new roof provide a head start on major updates. The spacious backyard offers ample space to enjoy the outdoors and a patio perfect for relaxing or entertaining. Located in the Squadron Line School District and just minutes from Simsbury Farms Golf Course/recreation complex, Hop Meadow Country Club, Henry James middle school, hiking trails at Great Pond state forest, ice cream at Tulmeadow farm and more! This home combines the space, setting, and convenience that make Simsbury consistently rated by Niche in the top 10 places to live! * Professional photos coming 8/22

8 Lionel Dr, Simsbury

$584,000

4 Beds ⋅ 3 Baths ⋅ 24198173 MLS

Welcome to 4 Lenora Drive, a beautifully maintained Colonial nestled on 2.59 picturesque acres in one of West Simsbury's most sought-after neighborhoods. Located in the highly regarded Squadron Line School district, this 4-bedroom, 2.5-bath home offers the perfect blend of privacy, comfort, and convenience. Step inside and you'll immediately appreciate the warm, inviting atmosphere, gleaming hardwood floors, and open floor plan that's perfect for family time and entertaining. The kitchen features stainless steel appliances, a center island, and flows seamlessly into the spacious family room. Step outside to the deck overlooking the beautifully landscaped backyard, an ideal setting for relaxing or hosting friends. The finished walkout lower level provides valuable bonus space for a family room, home office, gym, or playroom, while two wood-burning stoves add warmth, charm, and help keep heating costs down. Thoughtfully updated over the years, the home features almost all new windows (2019-2022), a newer roof (2017), an invisible fence, and has been well maintained mechanically and structurally, offering peace of mind for its next owners. Enjoy easy access to hiking and biking trails, Stratton Brook State Park, Simsbury Farms Golf Course and Recreation Center, along with Simsbury's vibrant downtown filled with local shops and restaurants. This is the one you've been waiting for-schedule your private tour today!

4 Lenora Dr, Simsbury

$465,000

4 Beds ⋅ 2 Baths ⋅ 24197334 MLS

A well-kept 4-bedroom Cape set on 1.2 private, wooded acres in one of Simsbury's most sought-after neighborhoods. At 1,827 square feet, the layout is the real draw: two bedrooms and a full bath on the main floor, with two more bedrooms, a second full bath, and a bonus room (ideal as a gym or home office) upstairs. Live on one level when you want to, with room to grow above. Hardwood runs throughout the downstairs. The big-ticket items are already handled: new roof, new oil tank, new exterior door, and new garage door. Off the kitchen, a large screened porch overlooks the backyard - the spot for summer dinners and evening get-togethers. Downstairs, the partially finished basement adds real, usable space with a built-in bar area, cedar closet, and dedicated laundry room. And the location is hard to beat. Whole Foods and the shops and restaurants of Avon Village Center sit right at the end of the road, while the Farmington Canal rail trail and the hiking at Talcott Mountain put the Farmington Valley's best outdoors minutes from your door.

44 Climax Rd, Simsbury

$525,000

4 Beds ⋅ 3 Baths ⋅ 24188446 MLS

Incredible opportunity at 2 Green Valley Drive in Simsbury! Set on a spectacular, large and level corner lot within a quiet cul-de-sac neighborhood, this classic Dutch Colonial offers the setting, space, and potential to create something truly special. Perfectly positioned on the property, the home enjoys impressive curb appeal from the approach, while the expansive yard provides tremendous room for outdoor living, recreation, entertaining, or play. The home features four bedrooms and 2.5 baths, including a primary suite, along with a previously finished basement offering additional potential living space. Currently a naked pallet and in need of TLC, the property presents an ideal opportunity for a contractor, investor, or buyer looking to restore and customize a home to their own vision. With its timeless Dutch Colonial architecture, desirable neighborhood setting, exceptional lot, and generous footprint, the fundamentals are already here. Bring your ideas and transform this property into the beautiful Simsbury home it has the potential to become. A true fixer-upper opportunity where location, land, and upside come together.

2 Green Valley Dr, Simsbury

$579,900

3 Beds ⋅ 3 Baths ⋅ 24197868 MLS

Exceptional, fully renovated 3-bedroom, 3-bathroom home offering approximately 2,200 sq. ft. of total living space on a private, woodsy lot in the heart of the Farmington Valley. Rebuilt from the inside out, key upgrades include a new roof, windows, vinyl siding with striking stone accent facade, closed-cell spray foam insulation, new sheetrock, and fully updated mechanicals (electrical, plumbing, HVAC, and furnace). The main level features crisp hardwood floors, an open-concept floor plan designed for effortless entertaining, and a cozy working fireplace in the living room. The gourmet kitchen boasts custom granite countertops, a tiled backsplash, and a large central island. Escape upstairs to a private 800 sq. ft. primary suite highlighting a expansive walk-in closet and a spa-like ensuite bath featuring a freestanding soaking tub, dual-head custom shower, and a 72" double vanity. The fully finished 550 sq. ft. basement studio suite offers complete versatility with 100% waterproof luxury vinyl flooring. Outside, relax on the charming front porch or entertain on the paver patio directly off the kitchen/dining space. Newly paved driveway coming soon! Tesla charger installed in the home for convenient at-home EV charging.

537 Bushy Hill Rd, Simsbury

$249,000

2 Beds ⋅ 2 Baths ⋅ 24197151 MLS ⋅ Heritage Glen BLDG.

Heritage Glen 2 bedroom 2 bath with laundry in unit, garage for one car and large expansive deck overlooking stream. Walk to the town center, enjoy the outdoor pool. Tenant renting till October- -$2300/ Month,

38 Library Ln Unit 38, Simsbury

$475,000

3 Beds ⋅ 3 Baths ⋅ 24193123 MLS

This West Simsbury property offers a rare blend of natural privacy and suburban convenience. Nestled on 4+ acres of wooded landscape, this home features a renovated Kitchen with a huge island, granite counters, double ovens, two sinks, and soft-close wood cabinets. It opens to a cathedral-ceilinged Family Room with a wood-burning stove. The adjacent Dining Room is ideal for large gatherings or extra living space with a sliding glass door to the back deck. The main level of the home also features a front-to-back Living Room with a 2nd fireplace, a dedicated Office, a convenient Laundry Room and a half Bath. Upstairs the Primary Suite has a full Bath, two additional Bedrooms and a hall full Bath. Expanding the home's living area is a partially finished basement divided between two versatile rooms, perfect for a media room, 2nd office.... This home includes maintenance-free vinyl siding and windows, central A/C, hardwood floors, a paver front walk/patio, a two-car garage, an extra large driveway and 2 large outdoor Sheds (one with a garage door) for ample storage space. Enjoy close proximity to Simsbury Farms Recreation Center offering golf and seasonal activities. Meadow Pond Park is located right down the road with a playscape and pond.

112 Hedgehog Ln, Simsbury

$725,000

5 Beds ⋅ 4 Baths ⋅ 24193618 MLS

MAKE YOUR OFFER TODAY! BEST AND FINAL BY 8/2/26 BY 6PM! Perched atop the coveted Westledge ridgeline in West Simsbury, this custom-built ranch commands breathtaking panoramic "million-dollar" views across the Farmington Valley, with a peek-a-boo glimpse of the Hartford skyline. Set on more than 7.5 private acres this extraordinary property offers a front-row seat to spectacular sunrises, ever-changing weather patterns, and seasonal bird migrations from its elevated setting. A circular driveway welcomes you to over 4,600 square feet of thoughtfully designed living space on two expansive levels. The updated kitchen features granite countertops, a center island, pantry, skylight, and a distinctive octagonal dining area. The formal dining room is ideal for entertaining & flows into the inviting living room, with a fireplace, custom built-ins, & sliders to an airy sunroom overlooking the rolling landscape. The main level's generous primary suite has a sitting & dressing area, walk-in closet, & full bath. 2 additional bedrms share a full bath, while a mudrm, laundry & powder rm complete the 1st floor. The impressive walkout lower level is filled w/natural light from oversized daylight windows and expands the home's living space with 2 additional bedrms, a family room w/ fireplace & built-ins, a private study, and large recreation area. Beneath the rec room floor lies a former indoor pool, presenting intriguing possibilites for restoration. A rare opportunity awaits! SOLD AS IS

184 Westledge Rd, Simsbury

$300,000

3 Beds ⋅ 2 Baths ⋅ 24192623 MLS

Imagine mornings that begin on your covered porch with coffee in hand, followed by a short stroll to the Farmington Canal Heritage Trail, Simsbury's beloved rails-to-trails path for walking, running, and biking. Welcome to 10 Middle Lane, a 1914 Colonial that has held onto its character for more than a century while keeping pace with modern life. Inside, three bedrooms and one-and-a-half baths offer a comfortable, neutral canvas ready for your personal touch. The eat-in kitchen features all-new appliances (2026), and the finished walk-up attic bedroom adds flexible space for a home office, studio, bedroom or playroom. A full basement with laundry and a cleared, level lot round out the practical side. Location is the real story here. Downtown Simsbury's shops, restaurants, library, and park are within walking distance, and nearby commuter bus lines make the trip to Hartford easy. Simsbury's Public Schools are A-rated on Niche.com, with Simsbury High School ranked among the top 20 public high schools in Connecticut. Two covered porches, public water and sewer, and a price point rarely seen in Simsbury make this a home worth seeing in person. Come write your next chapter on Middle Lane.

10 Middle Ln, Simsbury

$695,000

4 Beds ⋅ 3 Baths ⋅ 24190964 MLS

Spacious home located in a wonderful area! Great floor plan with large freshly landscaped yard and patio. Public water and sewer. Extra large wide and deep 2 car garage with entry from the rear of home. Extensive interior and exterior updates, move in ready!

28 Crestwood Rd, Simsbury

$859,000

4 Beds ⋅ 5 Baths ⋅ 24186151 MLS

Overview Rustic Expanded Contemporary Cape designed for entertaining. Over 4000 sq ft boasts beautiful music room that can hold a grand piano for a concert with full mantle fireplace, Built in bookshelves, and hardwood floor, atrium doors to sunroom, vaulted ceiling, step down from Great room kitchen, Country kitchen, with rustic wood island and additional breakfast bar, spacious and tons of storage, SS appliances, cozy brick fp, - Bring your decorating ideas! Working from home? Get to work in your private office on the main floor. Relax in the evening in Primary suite with full bath. Invite the neighbors for a pool party and have them stay to watch the stars on the patio. Cedar closet in LL. Laundry on main floor. 3 full and 2 half baths. There is a enclosed sunroom overlooking a fenced yard with playscape and garden areas with fruit trees in this well planned approx 1 acre lot. 2 sheds. Minutes to elementary school, shops and trails. Potential for au pair/inlaw apt on first floor. 976 sq ft Finished basement does not have finished ceiling. Hardwood under vinyl on first and second floors except 4th br.

7 Nod Brook Dr, Simsbury

$259,000

3 Beds ⋅ 1 Baths ⋅ 24182137 MLS

Welcome to an exceptional opportunity in the heart of Simsbury Center! Perfectly situated on a quiet street just steps from downtown, this classic Colonial offers the ideal blend of convenience, charm, and potential. Enjoy walking distance to local shops, restaurants, Iron Horse Boulevard, the Simsbury Meadows Performing Arts Center, the Farmington Valley Greenway, and a wonderful playground. This 3-bedroom, 1-bath home features solid oak hardwood flooring throughout and has been thoughtfully updated with newer windows, roof, and furnace. The spacious kitchen offers abundant cabinetry and counter space, providing a great foundation for your personal updates and design ideas. Adjacent to the kitchen is a fully enclosed porch, creating versatile living space ideal for a home office, playroom, reading nook, or sunroom. The bright and inviting living room flows seamlessly from the kitchen, creating a comfortable layout for everyday living and entertaining. Outside, you'll find a large, level backyard complete with a patio-perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing in your own private outdoor space. Whether you're a first-time buyer, downsizing, or looking for a home, you can make your own, this property offers an unbeatable location and endless possibilities in one of Simsbury's most desirable neighborhoods.

38 Woodland St, Simsbury

$1,145,000

4 Beds ⋅ 2 Baths ⋅ 24176468 MLS

Discover the perfect blend of country living and modern convenience with this rare 14.75-acre estate nestled in one of Connecticut's most sought-after communities. Offering exceptional privacy and endless possibilities, this remarkable property is ideal for those seeking to create a refined or hobby farm, equestrian retreat, or simply enjoy a peaceful lifestyle surrounded by nature, including its own pond for fishing or ice skating! The spacious 2,432 sq. ft. home features 4 bedrooms and 2 full bathrooms, providing comfortable living space for a growing family, multigenerational living, or work-from-home flexibility. While the setting feels wonderfully secluded, the property is just minutes from top-rated Simsbury schools, dining, shopping, and everyday conveniences. Set on 14.75 private acres, the land offers ample space for horses, gardens, farming pursuits, outdoor recreation, or future expansion. Adding to its unique appeal, the backyard directly borders the iconic Metacomet Trail, part of the New England National Scenic Trail system, offering immediate access to miles of scenic hiking trails and breathtaking views of the Farmington Valley. Whether you envision an active outdoor lifestyle, a private country-side retreat, or a property where your hobbies and passions can flourish, this extraordinary estate offers the perfect canvas to bring your vision to life.

2 Quarry Rd, Simsbury

$799,900

8 Baths ⋅ 24122704 MLS

Fantastic mixed-use investment opportunity with three buildings totaling 9,189 sq ft in a prime, high-traffic location along Route 202/Route 10. The property offers a blend of retail, office, service, and residential space with a mix of stable tenants and multiple vacancies ready for lease-up or owner use. Building 1 features a beauty salon and second-floor office space with 5 offices and a half bath. Building 2 includes the Weatogue Post Office, a former second-floor dentist office with multiple exam rooms and baths, a ground-floor office suite with reception, conference, and private offices, plus a standalone office with an open floor plan. Building 3 includes a barber shop and a 2-bedroom, 1-bath apartment above (occupied, no lease). Utilities include oil, electric, and gas heating systems with central air in most spaces (conditions vary). City water/sewer serve the majority of units, with some on septic. With excellent visibility, strong traffic counts, and a versatile mix of income streams, this property presents a rare chance to acquire a well-located, income-producing asset with immediate upside potential in one of the Farmington Valley's most desirable communities.

368 Hopmeadow St, Simsbury

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